Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one

In this work we present the results of a study of the X-ray structure of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one. Using the FTIR spectra in solid state and results of ab initio calculations we explain the issue of the tautomerism of this molecule. The compound is shown to exist as the 2...

Descripción completa

Detalles Bibliográficos
Autores principales: Nowaczyk, Alicja, Kowiel, Marcin, Gzella, Andrzej, Fijałkowski, Łukasz, Horishny, Volodymyr, Lesyk, Roman
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer Berlin Heidelberg 2014
Materias:
Original Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4139587/
https://www.ncbi.nlm.nih.gov/pubmed/25024010
http://dx.doi.org/10.1007/s00894-014-2366-6
_version_ 1782331373242023936
author Nowaczyk, Alicja
Kowiel, Marcin
Gzella, Andrzej
Fijałkowski, Łukasz
Horishny, Volodymyr
Lesyk, Roman
author_facet Nowaczyk, Alicja
Kowiel, Marcin
Gzella, Andrzej
Fijałkowski, Łukasz
Horishny, Volodymyr
Lesyk, Roman
author_sort Nowaczyk, Alicja
collection PubMed
description In this work we present the results of a study of the X-ray structure of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one. Using the FTIR spectra in solid state and results of ab initio calculations we explain the issue of the tautomerism of this molecule. The compound is shown to exist as the 2-amino tautomer rather 2-imino tautomer. Here we consider eight possible tautomers. On the basis of the vibrational spectra we can eliminate five possible tautomers, as not existing in the solid state. As the most possible tautomeric form we have found keto 2-amino form. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s00894-014-2366-6) contains supplementary material, which is available to authorized users.
format Online
Article
Text
id pubmed-4139587
institution National Center for Biotechnology Information
language English
publishDate 2014
publisher Springer Berlin Heidelberg
record_format MEDLINE/PubMed
spelling pubmed-41395872014-08-26 Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one Nowaczyk, Alicja Kowiel, Marcin Gzella, Andrzej Fijałkowski, Łukasz Horishny, Volodymyr Lesyk, Roman J Mol Model Original Paper In this work we present the results of a study of the X-ray structure of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one. Using the FTIR spectra in solid state and results of ab initio calculations we explain the issue of the tautomerism of this molecule. The compound is shown to exist as the 2-amino tautomer rather 2-imino tautomer. Here we consider eight possible tautomers. On the basis of the vibrational spectra we can eliminate five possible tautomers, as not existing in the solid state. As the most possible tautomeric form we have found keto 2-amino form. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (doi:10.1007/s00894-014-2366-6) contains supplementary material, which is available to authorized users. Springer Berlin Heidelberg 2014-07-15 2014 /pmc/articles/PMC4139587/ /pubmed/25024010 http://dx.doi.org/10.1007/s00894-014-2366-6 Text en © The Author(s) 2014 https://creativecommons.org/licenses/by/4.0/ Open Access This article is distributed under the terms of the Creative Commons Attribution License which permits any use, distribution, and reproduction in any medium, provided the original author(s) and the source are credited.
spellingShingle Original Paper
Nowaczyk, Alicja
Kowiel, Marcin
Gzella, Andrzej
Fijałkowski, Łukasz
Horishny, Volodymyr
Lesyk, Roman
Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title_full Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title_fullStr Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title_full_unstemmed Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title_short Conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
title_sort conformational space and vibrational spectra of 2-[(2,4-dimethoxyphenyl)amino]-1,3-thiazolidin-4-one
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4139587/
https://www.ncbi.nlm.nih.gov/pubmed/25024010
http://dx.doi.org/10.1007/s00894-014-2366-6
work_keys_str_mv AT nowaczykalicja conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one
AT kowielmarcin conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one
AT gzellaandrzej conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one
AT fijałkowskiłukasz conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one
AT horishnyvolodymyr conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one
AT lesykroman conformationalspaceandvibrationalspectraof224dimethoxyphenylamino13thiazolidin4one

Ejemplares similares